252Cf Plasma desorption mass spectrometric study of interactions of steroid glycosides with amino acids

Abstract

252Cf Plasma desorption with time-of-flight mass spectrometry (TOF-PDMS) has been applied to comparative studies of the interactions of steroid glycosides (SGs) of the spirostan series with amino acids. SGs can interact with amino acids to form heteroclusters of the type [SG + aminoacid + H](+) and [SG + aminoacid + K](+). It is shown how the affinity of SGs for amino acids depends on the structures of both the SG carbohydrate chain and the SG aglycone, and on the nature of the amino acid side chain. Copyright 2000 John Wiley & Sons, Ltd.

Molecular complexes of the triterpene glycosides with L-tyrosine and their biological activity

“…In particular, the complexes with aromatic amino acids were synthesized. They include the most investigated complexation of amino acids with steroid saponins [10][11][12][13] which was confirmed by the time-of-flight plasma-desorption mass spectrometry with 252 Cf fission-fragment ionization as well as by NMR and UV-spectroscopy. There is a veterinary preparation "Clatiram" which is the complex of cloprostenol prostaglandin, L-tyrosine (Tyr) and glycyrrhizic acid, the main triterpene gly-coside of Glycyrrhiza [14].…”

Electrospray ionization mass spectrometry of mixtures of triterpene glycosides with L-phenylalanine

“…Complexes of mainly L-phenylalanine (Phe) were prepared with steroidal glycosides [10][11][12][13][14][15]. Phe is an essential aromatic amino acid that occurs in proteins in all organisms.…”

“…It was found using 252 Cf fission-product ionization time-of-flight plasma-desorption mass spectrometry that the biosides of neotigogenin [10][11][12][13][14] and gitogenin (petunioside D) [12][13][14] reacted strongly with Phe. A trioside of neotigogenin reacted moderately [10][11][12][13][14]. Complexes of the cardiac glycosides digoxin and Kstrophanthin-β with Phe and ternary complexes containing in addition Ca 2+ and Mg 2+ were prepared [15].…”

Molecular complexes of triterpene glycosides with L-histidine and their biological activity

“…Для дру гих са по нинов мо ле ку ляр ное кап су ли ро ва ние рас смот ре но эпи зо ди чес ки. Син те зи ро ва ны ком плек сы про те ино ген ных ами но кис лот с не ко то ры ми гли ко зи да ми не о ти го ге ни на [5][6][7], ги то ге ни на [6,7], а так же с сердеч ны ми гли ко зи да ми ди гок си ном и К-стро фан тином-b [8].…”